benepass - Sr. Director, People Operations

U.S Remote - Hybrid$180k - $210k+ Equity2mo ago

In Office Director NA Software Director of Operations Advisor Performance Management Coaching Learning & Development Program Management Change Management

Requirements

• Proven experience building and scaling People functions from the ground up, including people operations, manager enablement, and core employee programs that support growth and performance. • Strong track record designing and evolving talent processes such as performance management, feedback and development frameworks, succession planning, and leadership development. • Experience partnering with executive leaders on organizational design, workforce planning, and change management in rapidly scaling environments. • Solid understanding of compensation philosophy and strategy, including market benchmarking and geo-based frameworks, with the ability to balance competitiveness, equity, and sustainability. • Experience evaluating, implementing, and optimizing People systems and infrastructure (e.g., HRIS, payroll, people analytics), with a focus on scalability and employee experience. • Working knowledge of employment law and compliance across multiple U.S. states, with the judgment to apply best practices pragmatically rather than bureaucratically. • Excellent communication, influence, and stakeholder management skills, with the ability to coach leaders, navigate sensitive situations, and build trust across the organization. • A thoughtful, empathetic, and data-minded approach — able to advocate for employees while driving outcomes that support Benepass’ goals.

Responsibilities

• Build and lead the People function across HR operations, employee experience, and strategic people initiatives. • Design and implement HR infrastructure, including payroll, HRIS, and benefits administration systems that can scale with company growth. • Lead compensation and benefits strategy, partnering with Finance and leadership to evolve salary frameworks (including evaluating geo-based ranges) and optimize total rewards. • Oversee all aspects of the employee lifecycle, including onboarding, performance management, development, and offboarding. • Act as a trusted advisor to executives and people managers on organizational design, leadership development, and employee relations. • Negotiate and manage benefit programs with external brokers and partners to ensure competitive, compliant, and cost-effective offerings. • Develop and maintain people data infrastructure to enable accurate reporting, analytics, and compliance across jurisdictions. • Drive cultural initiatives that enhance engagement, belonging, and manager effectiveness. • Lead annual review cycles for performance, compensation, and goal-setting, ensuring alignment with company strategy. • Plan for scale, laying the groundwork for future programs in manager enablement, learning and development, and workforce planning.

Benefits

• Base salary of $180,000 to $210,000 + equity. • RANGE(S) IS SUBJECT TO CHANGE. BENEPASS TAKES A NUMBER OF FACTORS INTO ACCOUNT WHEN DETERMINING INDIVIDUAL STARTING PAY, INCLUDING MARKET COMPARABLES, INTERVIEW PERFORMANCE, PEER COMPENSATION, AND YEARS OF EXPERIENCE. • 95% coverage of medical, dental, and vision • Fantastic benefits (of course 😃), including: • $250 WFH setup (one time) • $500/year Learning & Development Benefit • $150/month cell phone + internet • $100/month Wellness • $100/month Co-working and Commuter Benefit • At Benepass, we are working towards reimaging how companies take care of their people. We are committed to creating an inclusive environment for all our employees and are seeking to build a team that reflects the diversity of the people we hope to serve with our revolutionary products. Benepass is proud to be an equal-opportunity employer.